NAV

Acetone Cyanohydrin

Identification

Generic Name
Acetone Cyanohydrin
DrugBank Accession Number
DB02203
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 85.1045
Monoisotopic: 85.052763851
Chemical Formula
C4H7NO
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as tertiary alcohols. These are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ).
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Alcohols and polyols
Direct Parent
Tertiary alcohols
Alternative Parents
Cyanohydrins / Alpha-hydroxynitriles / Organopnictogen compounds / Hydrocarbon derivatives
Substituents
Aliphatic acyclic compound / Alpha-hydroxynitrile / Carbonitrile / Cyanohydrin / Hydrocarbon derivative / Nitrile / Organic nitrogen compound / Organonitrogen compound / Organopnictogen compound / Tertiary alcohol
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
cyanohydrin (CHEBI:15348) / an aliphatic <i>S</i>-hydroxynitrile (2-HYDROXY-2-METHYLPROPANENITRILE)
Affected organisms
Not Available

Chemical Identifiers

UNII
CO1YOV1KFI
CAS number
75-86-5
InChI Key
MWFMGBPGAXYFAR-UHFFFAOYSA-N
InChI
InChI=1S/C4H7NO/c1-4(2,6)3-5/h6H,1-2H3
IUPAC Name
2-hydroxy-2-methylpropanenitrile
SMILES
CC(C)(O)C#N

References

Synthesis Reference

Wilhelm Gruber, Guenter Schroeder, "Method for making .alpha.-hydroxy-isobutyramide from acetone cyanohydrin." U.S. Patent US4018829, issued December, 1973.

US4018829
General References
Not Available
Human Metabolome Database
HMDB0060427
KEGG Compound
C02659
PubChem Compound
6406
PubChem Substance
46505571
ChemSpider
6166
ChEBI
15348
ChEMBL
CHEMBL1231861
ZINC
ZINC000008217842
PDBe Ligand
CNH
PDB Entries
1e8d / 1sc9 / 1scq / 7vb5 / 7ycf

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)-19 °CPhysProp
boiling point (°C)171 °CPhysProp
water solubility1E+006 mg/LSMILEY,RA (1981)
Predicted Properties
PropertyValueSource
Water Solubility26.0 mg/mLALOGPS
logP-0.29ALOGPS
logP0.019Chemaxon
logS-0.52ALOGPS
pKa (Strongest Acidic)12.76Chemaxon
pKa (Strongest Basic)-3.8Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area44.02 Å2Chemaxon
Rotatable Bond Count0Chemaxon
Refractivity22.53 m3·mol-1Chemaxon
Polarizability8.81 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.985
Blood Brain Barrier+0.938
Caco-2 permeable+0.6375
P-glycoprotein substrateNon-substrate0.8178
P-glycoprotein inhibitor INon-inhibitor0.9371
P-glycoprotein inhibitor IINon-inhibitor0.9481
Renal organic cation transporterNon-inhibitor0.9369
CYP450 2C9 substrateNon-substrate0.7851
CYP450 2D6 substrateNon-substrate0.8788
CYP450 3A4 substrateNon-substrate0.6231
CYP450 1A2 substrateNon-inhibitor0.8145
CYP450 2C9 inhibitorNon-inhibitor0.8873
CYP450 2D6 inhibitorNon-inhibitor0.9166
CYP450 2C19 inhibitorNon-inhibitor0.8009
CYP450 3A4 inhibitorNon-inhibitor0.9013
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.885
Ames testNon AMES toxic0.9575
CarcinogenicityCarcinogens 0.6235
BiodegradationNot ready biodegradable0.5107
Rat acute toxicity3.4934 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9703
hERG inhibition (predictor II)Non-inhibitor0.9485
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0a4i-9000000000-770359d0721cdfdd25e7
Mass Spectrum (Electron Ionization)MSsplash10-006x-9000000000-9aa3eca8406a4215b9c3
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-9000000000-32c094a7a407988521bc
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-9000000000-cf2a236cef80a98325ac
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-dac0c134d51939bcb1fe
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00lr-9000000000-45e55158f9a8e0a0961b
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0f6x-9000000000-12706f6f03c23cb62256
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-9000000000-7da58edc9e3943935151
1H NMR Spectrum1D NMRNot Applicable
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-109.9225414
predicted
DarkChem Lite v0.1.0
[M-H]-110.5891414
predicted
DarkChem Lite v0.1.0
[M-H]-110.7123414
predicted
DarkChem Lite v0.1.0
[M-H]-110.7070414
predicted
DarkChem Lite v0.1.0
[M-H]-122.28281
predicted
DeepCCS 1.0 (2019)
[M+H]+110.4286414
predicted
DarkChem Lite v0.1.0
[M+H]+111.5543414
predicted
DarkChem Lite v0.1.0
[M+H]+111.1079414
predicted
DarkChem Lite v0.1.0
[M+H]+111.5636414
predicted
DarkChem Lite v0.1.0
[M+H]+124.178215
predicted
DeepCCS 1.0 (2019)
[M+Na]+110.0301414
predicted
DarkChem Lite v0.1.0
[M+Na]+110.8031414
predicted
DarkChem Lite v0.1.0
[M+Na]+110.7606414
predicted
DarkChem Lite v0.1.0
[M+Na]+132.35693
predicted
DeepCCS 1.0 (2019)

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52